B2B Strategy & Operations Manager

We are looking for an experienced Strategy & Operations Manager to join our team. This is a critical Individual Contributor role requiring significant zero to one build experience, focusing on establishing the core operational functions and strategic alignment between our Customer Success (CS) and New Business Acquisition organizations.

You are a strategic thinker, a proven builder, and a collaborative partner who can translate high-level business objectives into scalable, efficient processes and actionable insights. You will have a broad impact across the entire function, shaping our go-to-market strategy, operational efficiency, and long-term success.

You will work hybrid from our NYC Headquarters and report to the Director, Sales & GTM Operations. 

• Strategic Business Partner to Sales Leadership: Act as a trusted advisor to Sales leaders, driving initiatives that strengthen the selling motion and improve field productivity.
• GTM Operations Ownership: Own core B2B operating processes and rhythms including field forecasting, pipeline and deal reviews, QBRs, renewals, and seller inputs—ensuring accuracy, consistency, and disciplined execution.
• Forecasting & Pipeline Excellence: Lead field-level forecasting, inspection cadences, and SFDC hygiene. Partner with BI on forecasting logic and with GTM Systems on system enablement.
• Sales Motion & Lifecycle Design: Define and operationalize selling frameworks, stage criteria, qualification standards, lifecycle definitions, and handoff workflows that govern deal progression.
• Operational Insights → Action: Translate BI-driven diagnostics into clear operational guidance, workflows, playbooks, and process improvements that drive behavior change and GTM performance.
• GTM Infrastructure & Systems Partnership: Define business requirements for lifecycle stages, routing, territories, and handoffs; partner with the GTM Systems Architect to deliver scalable system solutions.
• Cross-Functional Field Readiness: Drive alignment and friction removal across Sales, CS, Enablement, Analytics, and Systems to improve the end-to-end customer journey.
• Governance & Documentation: Create and maintain GTM policies, playbooks, and SFDC documentation to ensure clarity, consistency, and adoption across B2B teams.
• AI & Automation Enablement: Identify and implement AI, automation, and workflow simplification opportunities to increase productivity and reduce operational friction.

• 6-8+ years in GTM Strategy & Operations, Revenue Operations, Sales Ops, or CS Ops in SaaS/high-growth environments
• Demonstrated success as a zero → one builder of GTM processes, operating models, and frameworks
• Deep understanding of B2B sales methodologies, customer lifecycle, renewals, and expansion motions
• Strong GTM systems fluency (Salesforce user expertise + ability to define business requirements; no system-building required)
• Cross-functional leadership across Sales, CS, Enablement, Product, BI, Finance, and Systems teams
• Strong data interpretation skills—ability to turn BI insights into operational action (not responsible for data modeling or dashboarding)
• Technical & AI fluency: able to evaluate GTM tools, define requirements, and partner with the Systems Architect on automation
• Advanced analytical skills in Excel/Sheets, pipeline diagnostics, forecasting analysis, and GTM performance patterns
• Strong program management, documentation rigor, and ability to drive field adoption

• A choice between medical plans with an option for 100% covered premiums 
• Fertility and adoption benefits
• Access to supplemental insurance plans for additional coverage
• Headspace mindfulness app subscription
• Global Employee Assistance Program
• Retirement benefits with employer match
• Flexible paid time off
• 12 weeks paid parental leave and family care leave
• Pretax commuter benefit
• Education reimbursement
• Employee donation match to community organizations
• 8 Global Employee Resource Groups (ERGs)
• Dog-friendly workplace
• Free lunch and snacks
• Private rooftop
• Hack week twice per year

The base salary for this position will vary based on job-related criteria including relevant skills, experience, and location, among other factors.

In addition to the cash compensation above (which includes base salary and, where applicable for eligible roles, may include overtime pay), Squarespace employees are eligible to be granted an option to purchase our common stock. Sales positions generally offer a competitive On Target Earnings (OTE) incentive structure in addition to base salary.

Squarespace is a design-driven platform helping entrepreneurs build brands and businesses online. We empower millions of customers in more than 200 countries and territories with all the tools they need to create an online presence, build an audience, monetize, and scale their business. Our suite of products range from websites, domains, ecommerce, and marketing tools, as well as tools for scheduling with Acuity and creating and managing social media presence with Bio Sites and Unfold. Our team of more than 1,500 is headquartered in bustling New York City, with offices in Dublin, Ireland, Aveiro, Portugal, and coworking spaces in the UK, Netherlands, and Australia. For more information about our company culture, visit https://www.squarespace.com/about/careers.

Today, more than a million people around the globe use Squarespace to share different perspectives and experiences with the world. Not only do we embrace and celebrate the diversity of our customer base, but we also strive for the same in our employees. At Squarespace, we are committed to equal employment opportunity regardless of race, color, ethnicity, ancestry, religion, national origin, gender, sex, gender identity or expression, sexual orientation, age, citizenship, marital or parental status, disability, veteran status, or other class protected by applicable law. We are proud to be an equal opportunity workplace.

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